Mike,
I happen to be new to this forum having joined just last week. I recently purchased a 1947 Simplex that I hope to restore back to original. However, before I start dismantling the bike, I, like you would like to get it running first and I've noticed the same problem with the kick starter where the gears don't seem to line up as they should. I bought a couple of new parts from Wayne Mahaffey today so hopefully I'll be able to get this thing started. I look forward to following your restoration as well as communicating the progress on mine. I'm sure that, from time to time, I'm going to need some help from the experts on this forum. Thanks.
Vince